反应 #1810844

ord-151cf938a0ce42ac9605a0f686c9ecea

反应方程式

O=S(=O)(Cl)c1ccc(I)cc1
4-iodophenylsulphonyl chloride
COCCN
2-methoxyethylamine
CCN(CC)CC
triethylamine
COCCNS(=O)(=O)c1ccc(I)cc1
title compound
收率 100.1%
COCCNS(=O)(=O)c1ccc(I)cc1
N-(2-Methoxyethyl)-4-iodobenzenesulphonamide
收率 100.1%

溶剂

反应条件

温度
0°CELSIUS
详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    温度to warm to ambient temperature
  2. 2
    其他The solvent was removed by evaporation
  3. 3
    workup.DISSOLUTIONthe resulting oil dissolved EtOAc (100 ml)
  4. 4
    洗涤washed with 0.33 M aqueous citric acid solution (2×100 ml), brine (100 ml)
  5. 5
    其他dried
  6. 6
    其他The volatiles were removed by evaporation

实验过程

A solution of 4-iodophenylsulphonyl chloride (3.64 g, 12 mmol) in DCM (30 ml) was added dropwise to a solution of 2-methoxyethylamine (1.3 ml, 15 mmol) and triethylamine (2 ml, 15 mmol) in DCM (60 ml) cooled by an ice bath to 0° C. The mixture was then allowed to warm to ambient temperature and stirred for 1 hour. The solvent was removed by evaporation and the resulting oil dissolved EtOAc (100 ml) and washed with 0.33 M aqueous citric acid solution (2×100 ml), brine (100 ml) and dried. The volatiles were removed by evaporation to give the title compound (4.1 g, 100%) as a clear oil. NMR 3.12 (2H, q), 3.28 (3H, s), 3.44 (2H, t), 4.90 (1H, t), 7.57 (2H, d), 7.81 (2H, d); m/z: 342.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07485638B2uspto-grants-2009_02